But a very persona choice because there are sooo many paths.

Is one more beneficial to an investor/landlord than the other?

Personally, I would still miss the deadline and then fight the penalties based on your situation, but it's not my choice to make.One more thing: due to the Tropical Storm Beta, it is quite probable that we will be declared a Federal disaster area, and the IRS might extend the deadline for us.

And, there is too much use and abuse of quitclaim deeds, they should never be used to convey a sale of property, except where a lender may require such, I don't agree, but they pay their attorneys big bucks to protect them so you may not have a choice.

Since your parents live nearby and have had success in real estate, partnering with them on your first few deals could be beneficial.

.: •Curbio develops a strong reputation for quality and efficiency•Homeowners are attracted to Curbio’s ability to get things done efficiently, reliably and cost-effectively (no nightmare renos that go on forever)•Curbio continues to enlist realtors as strategic sales partners, by devising a referral commission program for them, to mitigate channel conflict•Curbio maintains sufficient decision-making control (e.g. project types; material & appliance options)•Homeowners are given sufficient preference choices within strict guidelines (e.g. color palettes; good-better-best options materials)But I suspect one of these two growth scenarios for Curbio might happen beforehand:•Expand current offerings to owners of rental properties•License technical infrastructure and processes to qualified contractors

I think when you hire a PM you have 3 choices 1)  A very small local provider (<15 units) and they tend to me 1-2 person operations, they are the one unclogging toilets, answering guests, etc and it is tough to do everything, so things lack. 2) A large/nationwide provider where you are only a number and they usually lack local resources 3) A mid size local provider who have resources and you are not just a number.Through effective revenue management with a revenue manager, and being listed on 15+ sites including Marriott Homes & Villas, JetBlue and Allegiant Airlines, Hyatt and Amex Travel (coming soon) we are bringing in more revenue than most can self managing, offsetting our fee.One of the top questions I tell people to ask their manager is the fees, who keeps them? 

These are fears you have to live with in REI, and choices which have consequences that you have to make.

Even if you were to put 20% and avoid the PMI/MIP, the Family Opportunity Mortgage program may still a beneficial program for you, because you would be getting rate and terms similar to a primary residency, not a second home/investment property. 

Looks like a solid 10 years of hard work and smart choices did it for you.